
Family-friendly holiday rentals in Bridgewater
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Bridgewater

Total holiday rentals
Explore 80 holiday rentals in Bridgewater

Nightly prices starting at
Bridgewater holiday rentals start at $101 SGD per night before taxes and fees

Verified guest reviews
Over 4,410 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Bridgewater holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bridgewater rentals

4.9 Average rating
Bridgewater stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Bridgewater
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

Breathtaking Riverfront Retreat w/Mountain Views
Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Falcon House: VT Chalet w/Sauna, Bike to Village
Welcome to Falcon House! A modern VT chalet w/sauna at the edge of a 60 acre forest ∙ Outdoor Finnish sauna, shower, yoga platform & hiking trails ∙ 5 min to Woodstock village, 20 min to ski Killington ∙ Spotlessly clean, tastefully furnished, well stocked with thoughtful amenities ∙2 bedrooms, 2 full baths. Lofted king master has ensuite +Lower level den w/double futon ∙ Chefs kitchen, fireplace, 2 TVs & WiFi ∙ Brookside deck w/BBQ & dining ∙Follow Falcon House on Social @falcon_house_vt

Vermont Retreat
This is a non-smoking one-bedroom apartment with a king size bed. It is convenient to mountains, lakes, and more. A great place for a trip skiing, hiking, biking, or kayaking . . Check out our guidebook for many fun places to see and places to enjoy. The apartment has a small kitchen. It has almost anything you would need. Curtis and I live in the yellow house across the driveway and welcome any requests you might have. We are located on a country road that is quiet and enjoyable.

Newly Renovated, Hot tub, 2min to Killington lift
Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.

Waterfront Vermont Lake House w/ Panoramic Sauna
Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". A lofted space on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony. For more go to @theloft.vt

The Overlook - Views | Hot Tub | Fire Pits | Games
Escape to stunning mountain views at The Overlook. Just 5 min from Killington Resort, restaurants, and shops. Enjoy the peacefulness of this private cozy mountain chalet after a long day of adventure and unwind in the hot tub, game room, or by the fireplace. Convenient Level 2 EV charger compatible with all EVs at the chalet. 🏔️ Mountain View 🌄 Large decks and balcony 🏖️ Hot tub ⚽️ Game room 🍗 Propane grill 🍳 Fully stocked kitchen 🪵 Fire pit 🔥 Fire table ⚡️Level 2 EV Charger

100 Acres Views & Creek near Woodstock/Killington
You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

The Berghüttli: Glowing Swiss Hut in the Forest
The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.
Popular amenities for Bridgewater family-friendly rentals
Family-friendly home rentals with a hot tub

Brookview Lodge, Killington, VT

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Scandinavian design Chalet hiking trail + hot tub

ThreeBears- AC, Hot Tub, Views, Fire Pit, Grill

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Close to Killington-Loaded with Amenities-Hot Tub

Ski-In/Out, Pools, Hot Tub, Pet-Friendly
Family- and pet-friendly home rentals

Vermont private retreat with gorgeous views.

Private, Large 4BR home | Pet friendly | 10 Acres

Quiet Vermont Farmhouse

Riverfront Retreat Minutes from Woodstock Village

Firefly Cottage

Cottage 5 miles from Woodstock-Dog Friendly w/FIOS

Cabin on the Hill

Moon Valley Country Retreat no clean fee pets yes
Family-friendly home rentals with a pool

Luxury Mid-Century Modern Vermont Home, Okemo View

PEEP Pico Hike out back door 1 Bed free shuttles

Dream Catcher Farm

Cozy Quechee Cabin near Woodstock and Killington

Bright & Cozy Ski-in Condo with Mountain View

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Mtn Green Condo-Ski/Bike Lifts, Covered Parking

Ski In/Out Spruce Glen B, AC, Sauna, Fireplace
When is the best time to visit Bridgewater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $574 SGD | $603 SGD | $484 SGD | $408 SGD | $362 SGD | $341 SGD | $367 SGD | $380 SGD | $362 SGD | $391 SGD | $400 SGD | $480 SGD |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
Destinations to explore
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Stinson Lake
- Mount Sunapee Resort
- Montshire Museum of Science
- Warren Falls
- Camp Plymouth State Park
- Quechee Gorge
- Plymouth State University
- Jamaica State Park
- Dartmouth Skiway
- Things to do Bridgewater
- Things to do Windsor County
- Things to do Vermont
- Wildlife Vermont
- Things to do United States
- Shopping and fashion United States
- Dining United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





